East Hampton Trails and Maps

Looking for the best trails around East Hampton?

Find the top rated trails in East Hampton, whether you're looking an easy walking path or a long bike trail, you'll find what you're looking for. Click on a trail below to find trail descriptions, trail maps, photos, and reviews.

Air Line State Park Trail winds for just over 55 miles from the northeast corner of Connecticut, where the state borders Massachusetts, down to East Hampton in the heart of the state. Over the state...

Open in several disconnected segments, the Billings Trail is a dirt path that traverses a lovely scenic and wooded landscape outside Norfolk in northern Connecticut. Built on the abandoned railbed of...

The Branford Trolley Trail is essentially a long footbridge occupying an old bridge along the route of an abandoned trolley track. The bridge links nature trails on both sides of the water through a...

A part of Connecticut's first bus rapid transit line, the CTfastrak Trail serves as recreational and multi-use path for walking and bicycling between Downtown New Britain and Newington Junction. The...

The Charter Oak Greenway is a paved, multi-use trail connecting parks with residential and commercial areas. The trail runs for 11 miles between Bolton and downtown Hartford, though there is currently...

The Cheney Rail Trail follows part of the corridor of the South Manchester Railroad, built by the Cheney brothers in 1869. The line was a 2.5-mile spur from the main Hartford, Providence, and Fishkill...

The Chicopee Center Canal Walk offers a short pleasant route in Chicopee, a small city on the outskirts of Springfield in southern Massachusetts. The pathway closely follows the slow-moving canal and...

The Connecticut River Walk and Bikeway, which will one day run 21 miles along the river, currently has two open segments. The longest stretches 3.7 miles from the Chicopee town line to the South End...

Running north from the Yale University campus in New Haven through the heart of Connecticut, the multi-use Farmington Canal Heritage Trail, when completed will stretch uninterrupted more than 80 miles...

Grand Trunk Trail is part of a larger trail network, the Titanic Rail Trail, which will stretch more than 60 miles through south-central Massachusetts and the northeastern corner of Connecticut along...

The Manhan Rail Trail wends its way between Easthampton and Northampton, with a spur trail leading out The Oxbow near Mt. Tom. Easthampton is a typical New England factory town brimming with commerce...

This 5.8-mile trail is part of the planned East Coast Greenway, an off-road path that will eventually run from Calais, Maine, to Key West, Florida. The Moosup Valley State Park Trail will connect with...

The first phase of the New Milford River Trail runs southeast from Gaylordsville via the scenic but lightly traveled River Road, through Sega Meadows to Boardman Bridge, a distance of about 5 miles....

The Pequonnock River Trail—portions of which are also known as the Housatonic Railway Rails to Trails, Monroe Housatonic Railbed Trail and Pequonnock Valley Greenway—is a developing system stretching...

As of January 2012 the Quinebaug River Trail has two segments. The southern segment follows the course of the Quinebaug River in Danielson, beginning at the intersection of Palmer Street and Prospect...

The Savin Rock Trail offers just over a mile of paved pathway along West Haven’s coastline. Along the way, you’ll enjoy picturesque views of Long Island Sound and access to its sandy beaches. The west...

When complete, Connecticut's Shoreline Greenway Trail will be a scenic 25-mile route through four quaint New England towns off Long Island Sound. From Lighthouse Point to Hammonasset Beach State Park,...

The Stratton Brook State Park Trail presents a great way to work up an appetite for a picnic at Stratton Brook State Park, the first state park in Connecticut to be entirely wheelchair accessible. The...

The Sue Grossman Still River Greenway runs for nearly 3 miles through a wooded corridor between Lanson Drive and Harris Drive in Torrington. The paved trail occupies the old right-of-way for the New...

Thanks to skilled engineers with the former Hartford, Providence, & Fishkill Railroad, the pretty Vernon Rails-to-Trails overlooks ravines and streams and passes between rock walls verdant with ferns...

Named for the late state senator who spearheaded development of the trail, the William C. O'Neill Bike Path (a.k.a. South County Bike Path) follows the route of the former Narragansett Pier Railroad,...

The Connecticut River Walk and Bikeway, which will one day run 21 miles along the river, currently has two open segments. The longest stretches 3.7 miles from the Chicopee town line to the South End...

The Cheney Rail Trail follows part of the corridor of the South Manchester Railroad, built by the Cheney brothers in 1869. The line was a 2.5-mile spur from the main Hartford, Providence, and Fishkill...

The Pequonnock River Trail—portions of which are also known as the Housatonic Railway Rails to Trails, Monroe Housatonic Railbed Trail and Pequonnock Valley Greenway—is a developing system stretching...

The Sue Grossman Still River Greenway runs for nearly 3 miles through a wooded corridor between Lanson Drive and Harris Drive in Torrington. The paved trail occupies the old right-of-way for the New...

When complete, Connecticut's Shoreline Greenway Trail will be a scenic 25-mile route through four quaint New England towns off Long Island Sound. From Lighthouse Point to Hammonasset Beach State Park,...

The Savin Rock Trail offers just over a mile of paved pathway along West Haven’s coastline. Along the way, you’ll enjoy picturesque views of Long Island Sound and access to its sandy beaches. The west...

The Manhan Rail Trail wends its way between Easthampton and Northampton, with a spur trail leading out The Oxbow near Mt. Tom. Easthampton is a typical New England factory town brimming with commerce...

Air Line State Park Trail winds for just over 55 miles from the northeast corner of Connecticut, where the state borders Massachusetts, down to East Hampton in the heart of the state. Over the state...

Open in several disconnected segments, the Billings Trail is a dirt path that traverses a lovely scenic and wooded landscape outside Norfolk in northern Connecticut. Built on the abandoned railbed of...

Thanks to skilled engineers with the former Hartford, Providence, & Fishkill Railroad, the pretty Vernon Rails-to-Trails overlooks ravines and streams and passes between rock walls verdant with ferns...

The first phase of the New Milford River Trail runs southeast from Gaylordsville via the scenic but lightly traveled River Road, through Sega Meadows to Boardman Bridge, a distance of about 5 miles....

The Sue Grossman Still River Greenway runs for nearly 3 miles through a wooded corridor between Lanson Drive and Harris Drive in Torrington. The paved trail occupies the old right-of-way for the New...

When complete, Connecticut's Shoreline Greenway Trail will be a scenic 25-mile route through four quaint New England towns off Long Island Sound. From Lighthouse Point to Hammonasset Beach State Park,...

As of January 2012 the Quinebaug River Trail has two segments. The southern segment follows the course of the Quinebaug River in Danielson, beginning at the intersection of Palmer Street and Prospect...

Named for the late state senator who spearheaded development of the trail, the William C. O'Neill Bike Path (a.k.a. South County Bike Path) follows the route of the former Narragansett Pier Railroad,...

The Charter Oak Greenway is a paved, multi-use trail connecting parks with residential and commercial areas. The trail runs for 11 miles between Bolton and downtown Hartford, though there is currently...

Running north from the Yale University campus in New Haven through the heart of Connecticut, the multi-use Farmington Canal Heritage Trail, when completed will stretch uninterrupted more than 80 miles...

Air Line State Park Trail winds for just over 55 miles from the northeast corner of Connecticut, where the state borders Massachusetts, down to East Hampton in the heart of the state. Over the state...

Grand Trunk Trail is part of a larger trail network, the Titanic Rail Trail, which will stretch more than 60 miles through south-central Massachusetts and the northeastern corner of Connecticut along...

A part of Connecticut's first bus rapid transit line, the CTfastrak Trail serves as recreational and multi-use path for walking and bicycling between Downtown New Britain and Newington Junction. The...

This 5.8-mile trail is part of the planned East Coast Greenway, an off-road path that will eventually run from Calais, Maine, to Key West, Florida. The Moosup Valley State Park Trail will connect with...

The Branford Trolley Trail is essentially a long footbridge occupying an old bridge along the route of an abandoned trolley track. The bridge links nature trails on both sides of the water through a...

The first phase of the New Milford River Trail runs southeast from Gaylordsville via the scenic but lightly traveled River Road, through Sega Meadows to Boardman Bridge, a distance of about 5 miles....

When complete, Connecticut's Shoreline Greenway Trail will be a scenic 25-mile route through four quaint New England towns off Long Island Sound. From Lighthouse Point to Hammonasset Beach State Park,...

The Chicopee Center Canal Walk offers a short pleasant route in Chicopee, a small city on the outskirts of Springfield in southern Massachusetts. The pathway closely follows the slow-moving canal and...

This 5.8-mile trail is part of the planned East Coast Greenway, an off-road path that will eventually run from Calais, Maine, to Key West, Florida. The Moosup Valley State Park Trail will connect with...

The Manhan Rail Trail wends its way between Easthampton and Northampton, with a spur trail leading out The Oxbow near Mt. Tom. Easthampton is a typical New England factory town brimming with commerce...

The Savin Rock Trail offers just over a mile of paved pathway along West Haven’s coastline. Along the way, you’ll enjoy picturesque views of Long Island Sound and access to its sandy beaches. The west...

The Stratton Brook State Park Trail presents a great way to work up an appetite for a picnic at Stratton Brook State Park, the first state park in Connecticut to be entirely wheelchair accessible. The...

The Sue Grossman Still River Greenway runs for nearly 3 miles through a wooded corridor between Lanson Drive and Harris Drive in Torrington. The paved trail occupies the old right-of-way for the New...

The Cheney Rail Trail follows part of the corridor of the South Manchester Railroad, built by the Cheney brothers in 1869. The line was a 2.5-mile spur from the main Hartford, Providence, and Fishkill...

Named for the late state senator who spearheaded development of the trail, the William C. O'Neill Bike Path (a.k.a. South County Bike Path) follows the route of the former Narragansett Pier Railroad,...

As of January 2012 the Quinebaug River Trail has two segments. The southern segment follows the course of the Quinebaug River in Danielson, beginning at the intersection of Palmer Street and Prospect...

Running north from the Yale University campus in New Haven through the heart of Connecticut, the multi-use Farmington Canal Heritage Trail, when completed will stretch uninterrupted more than 80 miles...

Washington Secondary Bike Path

South End Has an Incline the Last Few Miles

Checked this out today to see if my wife would enjoy it...the good news is she will! Her 'complaint' about the East Bay trail was that it felt narrow (compared to the Shining Sea trail in Falmouth).

This is nice and wide w/ one exception where they give notice that it narrows (and even then it's still pretty wide).

The last 3-4 miles in Coventry had a steeper incline than the rest of the trail. As a result, I think when I bring my wife (not an avid rider) I'm going to park behind the Coventry PD (near Station St.) and head south first to get the incline out of the way and then head back up north past the PD as far as she feels comfortable.

At the southern end, the Summit General Store was a good stop. I didn't get anything to eat at the counter, just some trail mix and cold drink but it was convenient. I did see several folks stopping in for lunch while I was sitting there.

Southern New England Trunkline Trail

The description above is out of date.

The break after Route 122 in Blackstone now picks up at the parking lot off of Canal Street, near the corner of St. Paul Street. Going west from this point is about 3 miles of wide graded asphalt trail. The old Triad Bridge has been redone and is a safe beautiful crossing. I saw a lot of people--walking, riding bikes, pushing strollers, even skateboarding--when I rode this section a few Sundays ago.

But at the end of this section is Route 146 (a limited access divided highway) and there are no signs telling you how to cross it or to get back on the trail on the other side.

Moosup Valley State Park Trail

This is not a bicycle rail trail

Wish I had read the reviews before wasting my time driving out. Maybe someday this will be a nice bike trail, but that day is a long way off for it's current condition. It is basically an abandoned rail trail that locals must use for dirt bikes and some mountain biking. There is no established, groomed trail, it is sandy, rocky, and muddy. There are trees across the trail in some areas. It does start off paved for maybe a half mile, but that paved section is full of graffiti. Once you get to the end of the paved section, you have to figure out where to pick the trail back up as there are no signs anywhere. If I could have given a negative star, I would have.

Windsor Locks Canal State Park Trail (WIndsor Locks Canal Towpath)

Bumpy but nice ride by river

As others mentioned a little bumpy from roots. Parking on south end is just beyond an old factory building. Turn down single lane road just before canal. There looks to be a gate across the trail, but there is a bike opening to the right. North end has nicer parking in a small park. Some historical info about canal in park. Trail continues north beyond park. Not sure how far it goes.

Pequonnock River Trail

broken trail

This trail has a little bit of everything ..... asphalt, grass, hard packed dirt or gravel. We started on the North end at Pepper went south and was for the most part going on a slight downhill 80% of the way to The Trumbull trail end.
It was for the most part lovely. Often very wide and smooth.
I would go the opposite way as Linda and I always prefer to glide back to the car.

Southern New England Trunkline Trail

Latest information

Several have commented on the section of trail between Lake St., Bellingham and Prospect St., Franklin that was upgraded in June, 2017. Great!
You might like to know that west of this section and the improved trail to Center St, the one mile of rough trail between Fox Run Road and the new Route 126 tunnel is now under design. This includes a new parking area just east of Route 126.
It is state policy to add improved sections to existing improved sections.
Also, a DCR manager was quoted in the Boston Globe recently as saying that design work on the trail over the Blackstone Viaduct to the RI border would begin this fall.
It is important to realize that DCR has to jump through many hoops before construction can begin. But, keep pushing for results!

William C. O'Neill Bike Path

Love at first ride!

I just road my beach curser down this trail yesterday and it was GREAT! Hardly any hills at all, which is great when you only have a one speed bike. The views were beautiful as well. Very nicely shaded. I didn't make it all the way down to the beach, but I plan on going back Thursday to make a day trip out of it!

Farmington Canal Heritage Trail

Farmington Canal Rail Trail (New Section) (NW Dr to Red Oak Hill Rd)

They recently put the steel in place for the bridge over CT RT 6 in Farmington for Farmington Canal Rail Trail (FCRT). The section maybe in the maybe done in the fall of 2017? It should be complete rather fast! I scouted it out via car lots of this section done.
Trails, Russ C (tn) "Zenith"

Southwick Rail Trail

Southwick Rail Trail

Hi All,
Someone asked where is H2~O??
The WATER FOUNTAIN is just due south of jct Southwick Rail Trail & Sam West Rd. Approximately 5.16 Miles North of the CT/MA Border. The fountain is probably seasonal. Nice Ride From CT Border to Main St Westfield, MA (Shop & Shop) Great Day & Good Time. Execellent Bike Pump & Repair Station at CT Quarry Rd & Phelps Rd Lot. Happy Trails, Russ C (tn) "Zenith"

Southern New England Trunkline Trail

How do you update

Many are commenting on the fill at Prospect Street in Franklin now that the state has improved the trail west of there. The plan is to replace the fil with a tunnel. The money was provided in the Environmental Bond bill of 2015. But, Governor Baker has not released the funds. So, blame him. Or better yet, write to him.